Structure via PubChem · Public domain (PubChem)
M1G ('pyrimido[1,2-a]purin-10(3H)-one') is a heterocyclic compound which is a by-product of base excision repair (BER) of a specific type of DNA adduct called M1dG. The M1dG adduct in turn is formed by a condensation reaction between guanosine nucleotides in DNA and either malondialdehyde (propanedial) or acrolein. If not repaired, these adducts are mutagenic and carcinogenic.
Chemical data
- Formula
- C8H5N5O
- Molecular weight
- 187.16 g/mol
- IUPAC name
- 1H-pyrimido[1,2-a]purin-10-one
- SMILES
- C1=CN2C(=O)C3=C(N=CN3)N=C2N=C1
- InChIKey
- ZREGNVKUSNORFO-UHFFFAOYSA-N
- XLogP
- -0.6
- Polar surface area
- 73.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Has part
- carbon
- Mass
- 187.04941
Show 2 more facts
- canonical SMILES
- C1=CN2C(=O)C3=C(N=CN3)N=C2N=C1
- chemical formula
- C₈H₅N₅O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
M1G ('pyrimido[1,2-a]purin-10(3H)-one') is a heterocyclic compound which is a by-product of base excision repair (BER) of a specific type of DNA adduct called M1dG. The M1dG adduct in turn is formed by a condensation reaction between guanosine nucleotides in DNA and either malondialdehyde (propanedial) or acrolein. If not repaired, these adducts are mutagenic and carcinogenic.
Malondialdehyde is an end product of lipid peroxidation while acrolein is a result of DNA peroxidation.
Excerpted from Wikipedia’s “M1G” article, available under the CC BY-SA 4.0 licence.